Search Cheap Flights toWinchester
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Winchester Flights as Low as $53
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Tue, May 21 - Tue, May 21
ORD
O'Hare Intl.
BNA
Nashville Intl.
$53 Roundtrip, found 2 hours ago
$53
Roundtrip
found 2 hours ago
Mon, May 27 - Sat, Jun 1
EWR
Liberty Intl.
BNA
Nashville Intl.
$71 Roundtrip, found 1 day ago
$71
Roundtrip
found 1 day ago
Wed, May 29 - Sat, Jun 1
ORD
O'Hare Intl.
HSV
Huntsville Intl.
$148 Roundtrip, found 23 hours ago
$148
Roundtrip
found 23 hours ago
Tue, Sep 24 - Sat, Sep 28
ORD
O'Hare Intl.
CHA
Chattanooga Metropolitan
$169 Roundtrip, found 19 hours ago
$169
Roundtrip
found 19 hours ago
Tue, Jun 4 - Fri, Jun 7
OAK
Oakland Intl.
BNA
Nashville Intl.
$173 Roundtrip, found 1 hour ago
$173
Roundtrip
found 1 hour ago
Fri, May 10 - Mon, May 13
SFO
San Francisco Intl.
BNA
Nashville Intl.
$198 Roundtrip, found 2 days ago
$198
Roundtrip
found 2 days ago
Tue, May 28 - Tue, Jun 11
SJC
Norman Y. Mineta San Jose Intl.
BNA
Nashville Intl.
$218 Roundtrip, found 1 day ago
$218
Roundtrip
found 1 day ago
Tue, Jun 4 - Mon, Jun 17
EWR
Liberty Intl.
HSV
Huntsville Intl.
$226 Roundtrip, found 1 day ago
$226
Roundtrip
found 1 day ago
Tue, May 7 - Wed, May 15
ORF
Norfolk Intl.
HSV
Huntsville Intl.
$228 Roundtrip, found 1 day ago
$228
Roundtrip
found 1 day ago
Tue, May 14 - Tue, May 21
EWR
Liberty Intl.
CHA
Chattanooga Metropolitan
$230 Roundtrip, found 3 days ago
$230
Roundtrip
found 3 days ago
Tue, Apr 30 - Tue, May 7
ORF
Norfolk Intl.
CHA
Chattanooga Metropolitan
$270 Roundtrip, found 2 days ago
$270
Roundtrip
found 2 days ago
Tue, Aug 6 - Mon, Aug 12
SFO
San Francisco Intl.
HSV
Huntsville Intl.
$307 Roundtrip, found 1 day ago
$307
Roundtrip
found 1 day ago
Sat, Oct 5 - Fri, Oct 11
SFO
San Francisco Intl.
CHA
Chattanooga Metropolitan
$317 Roundtrip, found 16 hours ago
$317
Roundtrip
found 16 hours ago
Tue, Apr 30 - Wed, May 8
SJC
Norman Y. Mineta San Jose Intl.
HSV
Huntsville Intl.
$368 Roundtrip, found 20 hours ago
$368
Roundtrip
found 20 hours ago
Tue, Aug 6 - Sun, Aug 11
OAK
Oakland Intl.
HSV
Huntsville Intl.
$586 Roundtrip, found 1 day ago
$586
Roundtrip
found 1 day ago
Thu, May 30 - Tue, Jun 11
HNL
Daniel K. Inouye Intl.
BNA
Nashville Intl.
$632 Roundtrip, found 1 day ago
$632
Roundtrip
found 1 day ago
Destination airport | Nashville Intl. |
Destination airport IATA code | BNA |
Roundtrip price | $72 |
Last Minute Hotel Deals in Winchester
The Smokehouse Lodge and Cabins
844 W Main Street, Monteagle, TN
The price is $56 per night from May 1 to May 2
$56
per night
May 1 - May 2
Stay at this 3-star hotel in Monteagle. Enjoy free parking, private pools, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms ...
8/10 Very Good! (1,004 reviews)
Great Stay
"We just stayed for the night to sleep. I would definitely stay there again. It is the halfway point for me when I am driving to Florida."
Reviewed on Apr 21, 2024
Best Western Inn
1602 Dinah Shore Boulevard, Winchester, TN
The price is $110 per night from May 1 to May 2
$110
per night
May 1 - May 2
Stay at this business-friendly hotel in Winchester. Enjoy free breakfast, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean ...
8.8/10 Excellent! (538 reviews)
"Nothing fancy or unique, just a very clean, well run, and courteous place to stay in Winchester, TN. This is our ‘Go-To’ place to stay."
Reviewed on Mar 25, 2024
Microtel Inn & Suites by Wyndham Manchester
201 Expressway Dr, Manchester, TN
The price is $79 per night from Apr 28 to Apr 29
$79
per night
Apr 28 - Apr 29
Stay at this business-friendly hotel in Manchester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
8.6/10 Excellent! (307 reviews)
"Very clean, lady at check in was very nice!! Will stay again if in the area!! Thank you"
Reviewed on Apr 22, 2024
Sleep Inn And Suites Manchester
84 Relco Drive, Manchester, TN
The price is $80 per night from Apr 29 to Apr 30
$80
per night
Apr 29 - Apr 30
Stay at this business-friendly hotel in Manchester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
8.8/10 Excellent! (1,001 reviews)
Enjoyed my stay
"Clean and comfortable , close to stores"
Reviewed on Apr 23, 2024
La Quinta Inn & Suites by Wyndham Manchester / Arnold AFB
120 Hospitality Blvd, Manchester, TN
The price is $113 per night from Apr 28 to Apr 29
$113
per night
Apr 28 - Apr 29
Stay at this hotel in Manchester. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Great Stage Park and May Prairie Natural Area are located ...
8.4/10 Very Good! (68 reviews)
Impressed with this hotel
"Excellent service at check in. The hotel is modern and looks new. Room was great, clean and comfortable. Definitely a place we would stay again."
Reviewed on Apr 21, 2024
Quality Inn
509 W Main St, Monteagle, TN
The price is $86 per night from Apr 28 to Apr 29
$86
per night
Apr 28 - Apr 29
Stay at this hotel in Monteagle. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
8.6/10 Excellent! (554 reviews)
"Staff were friendly despite not being very professional (lady eating chips when I walked up to check in). She did not use sanitizer nor wash her hands as she began pecking at the computer and handling things. It's a pet peeve of mine so that's why the 4 stars for "staff and service". Other than ..."
Reviewed on Apr 16, 2024
Best Western Kimball Inn
205 Kimball Crossing Dr, Jasper, TN
The price is $95 per night from May 5 to May 6
$95
per night
May 5 - May 6
Stay at this hotel in Jasper. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
8.2/10 Very Good! (950 reviews)
"Bathroom door was very noisy when you opened and closed it"
Reviewed on Apr 23, 2024
Best Western Shelbyville Inn and Suites Celebration Inn
724 Madison Street, Shelbyville, TN
The price is $85 per night from Apr 28 to Apr 29
$85
per night
Apr 28 - Apr 29
Stay at this business-friendly hotel in Shelbyville. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Calsonic Arena and Tennessee Walking ...
7.6/10 Good! (458 reviews)
"rooms were clean, all amenities were there. bed was a little on the soft side for my liking, but overall nice place for the rate."
Reviewed on Apr 15, 2024
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Winchester Hotels
- Best Western Inn
- The Smokehouse Lodge and Cabins
- Microtel Inn & Suites by Wyndham Manchester
- Sleep Inn And Suites Manchester
- Quality Inn
- Best Western Kimball Inn
- Best Western Shelbyville Inn and Suites Celebration Inn
- Comfort Suites Manchester
- Quality Inn Tullahoma
- Red Roof Inn Monteagle - I-24
- Hampton Inn Kimball
- Hampton Inn Fayetteville